Total synthesis of (-)-spirangien A and its methyl ester

Total synthesis of (-)-spirangien A and its methyl ester

The first total synthesis of (-)-spirangien A, a cytotoxic and antifungal polyketide of myxobacterial origin, is reported; this exploits a Stork-Wittig olefination and double Stille cross-coupling sequence to install the sensitive pentaene side chain onto a fully elaborated spiroacetal core, leading...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2008-01 (47), p.6408-6410
Hauptverfasser: Paterson, Ian, Findlay, Alison D, Noti, Christian
Format: Artikel
Sprache:eng
Schlagworte:
Acetals - chemical synthesis
Acetals - chemistry
Esters - chemistry
Fatty Acids, Unsaturated - chemical synthesis
Fatty Acids, Unsaturated - chemistry
Methylation
Molecular Structure
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Zusammenfassung:The first total synthesis of (-)-spirangien A, a cytotoxic and antifungal polyketide of myxobacterial origin, is reported; this exploits a Stork-Wittig olefination and double Stille cross-coupling sequence to install the sensitive pentaene side chain onto a fully elaborated spiroacetal core, leading initially to the methyl ester of spirangien A.
ISSN:1359-7345
1364-548X
DOI:10.1039/b816229h